5-(2-iodophenyl)-2,2-dimethylpentanenitrile

Base Information

• Chemical Name: 5-(2-iodophenyl)-2,2-dimethylpentanenitrile
• CAS No.: 495414-08-9
• Molecular Formula: C₁₃H₁₆IN
• Molecular Weight: 313.181
• Mol file: 495414-08-9.mol

Synonyms:5-(2-iodophenyl)-2,2-dimethylpentanenitrile

Chemical Property of 5-(2-iodophenyl)-2,2-dimethylpentanenitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(2-iodophenyl)-2,2-dimethylpentanenitrile

There total 7 articles about 5-(2-iodophenyl)-2,2-dimethylpentanenitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2-(2-iodophenyl)ethan-1-ol (26059-40-5) → 5-(2-iodophenyl)-2,2-dimethylpentanenitrile (495414-08-9)

Guidance literature:

Multi-step reaction with 7 steps

1.1: Et₃N / CH₂Cl₂ / 0 - 20 °C

2.1: 70 percent / 18-crown-6 / acetonitrile / 24 h / Heating

3.1: 100 percent / KOH / H₂O; methanol / Heating

4.1: BH₃*SMe₂ / tetrahydrofuran / 0 - 20 °C

5.1: Et₃N / CH₂Cl₂ / 0 - 20 °C

6.1: NaI / acetone / Heating

7.1: n-BuLi; i-Pr₂NH / hexane; tetrahydrofuran / 1 h / -78 °C

7.2: tetrahydrofuran; hexane / -78 - 20 °C

With potassium hydroxide; n-butyllithium; dimethylsulfide borane complex; triethylamine; diisopropylamine; sodium iodide; 18-crown-6 ether; In tetrahydrofuran; methanol; hexane; dichloromethane; water; acetone; acetonitrile;

DOI:10.1021/jo0262006

Reference yield:

o-iodophenylacetic acid (18698-96-9) → 5-(2-iodophenyl)-2,2-dimethylpentanenitrile (495414-08-9)

Guidance literature:

Multi-step reaction with 8 steps

1.1: BH₃*SMe₂ / tetrahydrofuran / 0 - 20 °C

2.1: Et₃N / CH₂Cl₂ / 0 - 20 °C

3.1: 70 percent / 18-crown-6 / acetonitrile / 24 h / Heating

4.1: 100 percent / KOH / H₂O; methanol / Heating

5.1: BH₃*SMe₂ / tetrahydrofuran / 0 - 20 °C

6.1: Et₃N / CH₂Cl₂ / 0 - 20 °C

7.1: NaI / acetone / Heating

8.1: n-BuLi; i-Pr₂NH / hexane; tetrahydrofuran / 1 h / -78 °C

8.2: tetrahydrofuran; hexane / -78 - 20 °C

With potassium hydroxide; n-butyllithium; dimethylsulfide borane complex; triethylamine; diisopropylamine; sodium iodide; 18-crown-6 ether; In tetrahydrofuran; methanol; hexane; dichloromethane; water; acetone; acetonitrile;

DOI:10.1021/jo0262006

Reference yield:

2-(o-iodophenyl)ethyl methanesulfonate (181717-12-4) → 5-(2-iodophenyl)-2,2-dimethylpentanenitrile (495414-08-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 70 percent / 18-crown-6 / acetonitrile / 24 h / Heating

2.1: 100 percent / KOH / H₂O; methanol / Heating

3.1: BH₃*SMe₂ / tetrahydrofuran / 0 - 20 °C

4.1: Et₃N / CH₂Cl₂ / 0 - 20 °C

5.1: NaI / acetone / Heating

6.1: n-BuLi; i-Pr₂NH / hexane; tetrahydrofuran / 1 h / -78 °C

6.2: tetrahydrofuran; hexane / -78 - 20 °C

With potassium hydroxide; n-butyllithium; dimethylsulfide borane complex; triethylamine; diisopropylamine; sodium iodide; 18-crown-6 ether; In tetrahydrofuran; methanol; hexane; dichloromethane; water; acetone; acetonitrile;

DOI:10.1021/jo0262006

upstream raw materials:

2-(2-iodophenyl)ethan-1-ol

3-(2-iodophenyl)propanenitrile

3-(2-iodophenyl)-1-propanol

o-iodophenylacetic acid

Downstream raw materials:

6,7,8,9-tetrahydro-6,6-dimethyl-5H-benzocyclohepten-5-one

2,2-dimethyl-5-phenylpentanenitrile

Refernces